
Beach house vacation rentals in Siesta Key
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Top-rated beach house rentals in Siesta Key
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Popular amenities for Siesta Key beach house rentals
Beach house rentals with a pool

Sun-filled cottage with pool, walk to beach
We loved our recent stay here! We had a bit of a challenge with lots of rainy weather so having a BEAUTIFUL backyard with synthetic grass and an amazing pool SAVED THE DAY(S). We ran outside with every break in the weather and the kids stayed as happy as can be. The home not only looked clean, but FELT clean and the decor was tasteful and didn’t feel overly beach kitschy- as we’ve run into before. Hoping to be back next year!

Gorgeous Home / Heated Pool and Spa
Another great stay at this house! Love the location, very clean throughout, has everything you would need and more. We spent most of our time in covered outdoor area which has lots of seating options, the pool/hot tub is perfect! The only small issue we had was the door to the pool does not lock securely, therefore adding a safety risk if you have young children. It needs to have an added safety lock on top or something to that nature.

Just 5 miles to Anna Maria Island Beaches + IMG!
This is a wonderful house. The pool and hot tub plus the close proximity to the beach helped make it a great vacation. Highly recommend. Thank you!

Heated Pool |Game Room|SmartTVs|King Beds|Sleeps14
We had a wonderful stay at this beautiful home. This home is super clean, well styled, and spacious. The backyard oasis is amazing - very private and quiet. The location is great; the home is close to all amenities as well as the beach. Communication with the host was exceptional. Dana is super responsive and very friendly and accommodating. I highly recommend booking this home!

Fully Remodeled Siesta Water Front Private Villa
The house was wonderful! Great comfy beds. Kitchen has everything and more that you will need. The host was very quick to respond and provide a couple things that needed to be fixed. The house has great amenities. My son had a wonderful time fishing every day with provided gear. And we loved the kayaks and paddle boards! The community pool wasn’t as welcoming as we had hoped and the walk to the beach is a little further than expected, although beautiful! We really enjoyed our stay. It felt like home! We really appreciated the easy check out list. Not as complicated as some other stays we have had.

Pool Courtyard, patio w/ fire pit, 2 mls downtown
This spot was perfect! We traveled with our two young children and parents. Having the two separate spaces made the whole vacation a breeze. The pool and outside area was beautiful. Any questions we had were quickly answered and we will definitely book this spot again when we come back. Close to everything but very private!

The Peachy Beach House, steps to the gulf
We had the most wonderful 5 days here. House and pool were amazing. Heated outdoor shower was great for after the beach. Beach is less than a 5minute walk away. We walked there several times at sunset and got beautiful photos. restaurants and shopping near by. we will definitely be back!

Barefoot Bungalow W/Heated pool
Barefoot bungalow was amazing! Location is very convenient. One block away from the beach and one block away from all the amenities downtown. We rented a golf cart and really didn’t have to use our rental car until we went back to the airport. You can walk to everything, but my kids loved riding around in the golf cart. You can drive around the whole island. Siesta key lives up to its billing as a top beach in the United States, and the barefoot bungalow was an amazing place to stay for our family of five. I would definitely stay there again!
Beachfront house rentals

Ground floor home 2BD2BA garage Pool Private beach
This was a fantastic trip. My husband and I really had the best week staying at Amy’s place in Siesta Key. Everything was exactly as described in her VERY thorough pre-trip communication. One of the easiest and nicest trips we’ve ever taken through Airbnb. Will 100% book with her again and recommend to friends and family.

Canal home short walk to Beach & Village, Heated P
Can’t say enough good things about the house and Steven. The house was beautiful, it was everything we could’ve wanted and to have the additional beach supplies readily available was amazing! Steven answered so quickly and was happy to help however he could. 10/10 for us!!

Casa Cay by Duncan Real Estate
This was the perfect spot for a relaxing getaway with my best friends. The house was spotless and had everything we could possibly need. A major bonus was that each bedroom had its own bathroom—an absolute must for a girls’ trip! The shared living space offered beautiful views, and we were lucky enough to see dolphins swimming by every afternoon around 3:00 PM. We even left some cute floats for the next guests to enjoy while relaxing in the calm waters. I’ll definitely be bringing my family next time and hope this place is available when we return!

Trendy & Fun Haven: Walk to Beach ~ Jacuzzi ~ Pool
Probably one of the best locations around. 2 minute walk to all the major restaurants, shops and grocery store. 5 minute walk to beach. Our teenagers enjoyed the spacious place with having their own rooms and bathroom to share. Hot tub was nice on the cooler rainy evenings to relax in. The place was as described though a bit more worn in then the pictures showed but still a nice place to rest in the evening, sleep and cook up breakfast before spending the day at the beach.

Ocean Air Oasis-New Centrally Located AMI Luxury
Great place. Very clean and private. Easy walk to the beach. Hope to stay here again.

Sea Shack - 2bd/2ba POOL Home
A perfect vacation, the house is equipped with everything you could need. Super clean and our host was very kind at all times.

3bed/2bath Townhouse with Pool & close to Beach
What an amazing experience. Host was so helpful when my daughter left her AirPods behind, she helped us retrieve them! Definitely would recommend!!!

One Level Large Home 2 Minute Walk to the Beach!
From the minute you get there the grounds are beautifully kept, crisp and lush. Inside was immaculate and the fenced, private backyard with pool did not disappoint. Tropical landscape, a variety of comfy options for relaxing or dining and the pool was perfect! We paid extra to have it heated and it was totally worth it…especially for my young children(3 and 7) to swim and not shiver:-). This place has a nice light, airy, relaxed, indoor outdoor vibe! My parents traveled with us as well and also loved it! The very short walk to the beach was perfect and opened up to this beautiful, seemingly private beach. You could see the public beach down a bit where there were quite a few umbrellas, but no one around where we were. Very nice! The neighborhood was beautiful and quiet as well. Communicating with the host was very easy and she always responded. We had a great vacation and will definitely be back.
Private beach house rentals

2 BR House 1.6 miles from Siesta Key Beach
This home was amazing and loved it, host was very nice and responded quickly every time.

The Shore House Private Dock Hot Tub
Great house and wonderful location. Decorated in perfect style for Siesta Key. The bikes at the property were helpful in getting around. Close to the beach, shopping, restaurants, but very chill and quiet when home. Highly recommend this house, Jenni as the host and their caretaker, Ritchie. What a fantastic vacation destination!

*New* Pool, fire pit, guest house, bunks-near AMI
INCREDIBLE. This home was a mile beyond any other place we have stayed. It was exactly as described and yet exceeded every expectation. It is obvious Rosa has taken great pride to make this a 5-star stay. The real gem is the pool and hot tub. The backyard had it all and was perfect for family fun or a night time soak. Thanks for a fabulous, fun-in-the-sun week!

Loggerhead - AMI Oasis w/ Private Pool + Golf Cart
Ross and Hannah’s place was great for our family if 5! The pool with tv set up was amazing for our kiddos many movies in the pool during the week made it so much fun! We also loved the convenience of using the golf cart, was so close to shops and restaurants (we only used our rental car once to go to Cortez)! Hannah was also very quick to respond and s gracious host. We would recommend to families coming to ami- a good value!!

Heated Pool, Boat Launch, Sleeps 10!
Great place for a large group or family to stay! Open concept kitchen and living room and we all loved that there was a real bar in the middle and space for people to hang out. The pool was warm and the location is central to all the Sarasota area and beaches. Tons of local shops and restaurants. Parking was plenty for four cars.

Creekside Paradise I
If you are looking to stay in Sarasota, this is an amazing place. Beyond having the best equipped kitchen we've ever seen in an AirBnB, our hosts were incredibly responsive in addressing any other needs we had. This property felt like home by the time we left, and we have no problems recommending it to anyone!

Florida Cove Cottage - 2BD/2BA in the heart of SRQ
We had an amazing stay at this fabulous beach house. Such a gorgeous property and even better than the photos! Would 100% return if we came back to Sarasota!

New Villa on Siesta Key! Pool & Walkable to Beach
This beautiful home is tucked away in a private neighborhood with quiet surroundings and privacy. The home was clean, comfortable, beautifully decorated, and had a large outdoor space/screened in patio with many seating options. The public beach access is just a short walk or drive away. Marc provides you with all of the beach essentials. Chairs, umbrella, beach wagon, toys, and two bikes which we didn't get to use. Also there is a high chair and pack and play provided which was very convenient when traveling with a small child. There is a public trolley that runs everyday until 10pm. The pick up is just a short walk outside the neighborhood. It takes you to the village where there are many restaurants/bars and shopping. I highly recommend Marc's place for anyone that wants to enjoy the beautiful island of siesta key. Marc is an incredible and responsive host that goes above and beyond to make sure his guest are well taken care of!
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- Anna Maria Island
- Siesta Beach
- Anna Maria Public Beach
- Crescent Beach
- John's Pass
- Turtle Beach
- Caspersen Beach
- Bean Point Beach
- Raymond James Stadium
- Lido Key Beach
- Cortez Beach
- Amalie Arena
- Coquina Beach
- Gulfport Beach Recreation Area
- North Beach
- Fort De Soto Park
- Manasota Key Beach
- Vinoy Park
- Jannus Live
- Streamsong Resort
- Tampa Theatre
- Curtis Hixon Waterfront Park
- Splash Harbour Water Park
- North Beach At Fort DeSoto Park